EP0176013B1 - Verfahren zur Herstellung von geschäumten Polyurethanen, die mit einem anderen Werkstoff verbunden oder konfektioniert worden sind. - Google Patents

Verfahren zur Herstellung von geschäumten Polyurethanen, die mit einem anderen Werkstoff verbunden oder konfektioniert worden sind. Download PDF

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Publication number
EP0176013B1
EP0176013B1 EP85111580A EP85111580A EP0176013B1 EP 0176013 B1 EP0176013 B1 EP 0176013B1 EP 85111580 A EP85111580 A EP 85111580A EP 85111580 A EP85111580 A EP 85111580A EP 0176013 B1 EP0176013 B1 EP 0176013B1
Authority
EP
European Patent Office
Prior art keywords
catalyst
catalysts
another material
molecular weight
foam
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP85111580A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0176013A2 (de
EP0176013A3 (en
Inventor
Peter Dr. Haas
Hans-Albrecht Dr. Freitag
Geza Dr. Avar
Claus-Dieter Dr. Sommerfeld
Hans-Walter Dr. Illger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to AT85111580T priority Critical patent/ATE58385T1/de
Publication of EP0176013A2 publication Critical patent/EP0176013A2/de
Publication of EP0176013A3 publication Critical patent/EP0176013A3/de
Application granted granted Critical
Publication of EP0176013B1 publication Critical patent/EP0176013B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1841—Catalysts containing secondary or tertiary amines or salts thereof having carbonyl groups which may be linked to one or more nitrogen or oxygen atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31554—Next to second layer of polyamidoester
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31562—Next to polyamide [nylon, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31565—Next to polyester [polyethylene terephthalate, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
    • Y10T428/31576—Ester monomer type [polyvinylacetate, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
    • Y10T428/3158—Halide monomer type [polyvinyl chloride, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
    • Y10T428/31583—Nitrile monomer type [polyacrylonitrile, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
    • Y10T428/31587—Hydrocarbon polymer [polyethylene, polybutadiene, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31591—Next to cellulosic

Definitions

  • polyurethanes using a wide variety of catalysts.
  • polyurethane composite materials and assembled polyurethane plastics e.g. made of polyurethane foams and cover materials made of colored polyvinyl chloride and ABS foils or textile cover layers made of cotton and leather, it has now often been shown that the catalysts cause diffusion-related damage to the cover materials.
  • Preferred other materials are PVC, ABS, mixtures of PVC, ABS, polyvinyl acetate, polyvinyl butyral, and also copolymers and homopolymers based on vinyl chloride, styrene, butadiene, isoprene, chloroprene, dichlorobutadiene, ethylene, propene or acrylonitrile and their chlorine and Chlorosulfonation derivatives used in the form of foils, textiles based on cotton or leather.
  • ureas to be used according to the invention have already been described as catalysts for the production of polyurethanes (DE-OS 2,354,952, US Pat. No. 4,094,827, US Pat. No. 4,194,069).
  • cover materials such as PVC, ABS or textiles or leather or damage to lacquer surfaces adjacent to the polyurethane in the case of polyurethane foam composite materials and of assembled polyurethane foams.
  • the ureas to be used according to the invention are medium-viscosity, water-bright liquids with a very slight odor which is not noticed even in hot foams.
  • the ureas are generally in an amount of 0.1 to 10 parts by weight, preferably 0.5 to 5 parts by weight, optionally also in mixtures with one another, based on 100 parts by weight of the at least two isocyanate-reactive Compounds containing hydrogen atoms used.
  • ureas to be used according to the invention are: particularly preferred particularly preferred particularly preferred
  • the catalysts to be used according to the invention which preferably have two hydrogen atoms and particularly preferably three hydrogen atoms on the nitrogen atoms of the urea group, are e.g. prepared by reacting urea with the corresponding amines at temperatures of 80-150 ° C, preferably 100-130 ° C, by expelling ammonia.
  • the conversion ratio of the starting amine to urea is 2: 1 to 1: 1.
  • the conversion ratio is preferably 2: 1, particularly preferably 1: 1.
  • surface-active additives and foam stabilizers to be used according to the invention, as well as cell regulators, reaction retarders, stabilizers, flame-retardant substances, plasticizers, dyes and fillers, as well as fungistatic and bacteriostatically active substances, and details on the use and action of these additives are given in the Plastics Manual, Volume VII , by Vieweg and Höchtlen, Carl-Hanser-Verlag, Kunststoff 1966, eg described on pages 103-113.
  • the polyurethane foams obtained are combined with other materials in a manner known per se.
  • the composite materials are produced simultaneously with the production of the polyurethane, ie after the backfill technique.
  • the preparation of the polyurethane, ie the provision of a leather or textile covering, is generally carried out after its production by methods known per se.
  • the foam production is carried out according to the invention in closed molds.
  • the reaction mixture is introduced into a mold.
  • Metal e.g. Aluminum or plastic, e.g. Epoxy resin, in question.
  • the foamable reaction mixture foams in the mold and forms the shaped body.
  • the molding can be carried out in such a way that the molded part has a cell structure on its surface, but it can also be carried out in such a way that the molded part has a compact skin and a cellular core.
  • foamed (cold-curing) molded foams in a constant temperature or unheated form (cf. GB patent specification 1 162 517, DE-OS 2 153 086).
  • polyurethanes obtainable according to the invention, bonded or assembled with another material find e.g. Use as a dashboard, armrests, headliner, refrigerated furniture, reclining and seating furniture, mattresses, headrests, seats in means of transport such as cars, trains, planes.
  • the chosen technique of direct foam application of the lacquered part only detects the damage more quickly or, in the sense of the invention, effective catalysts are tested under drastic conditions.
  • the catalysts were used in Examples to VI in different amounts, depending on their activating effect.
  • a non-colored, commercially available, approximately 0.7 mm thick PVC film is placed in a temperature-controlled plate metal tool of size 20 x 20 x 4 cm and backfilled by machine with the raw material mixture specified above. After a reaction and curing time of 5 minutes, the mold is removed.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
  • Molding Of Porous Articles (AREA)
  • Processing Of Solid Wastes (AREA)
  • Materials For Medical Uses (AREA)
  • Laminated Bodies (AREA)
  • Lining Or Joining Of Plastics Or The Like (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP85111580A 1984-09-25 1985-09-13 Verfahren zur Herstellung von geschäumten Polyurethanen, die mit einem anderen Werkstoff verbunden oder konfektioniert worden sind. Expired - Lifetime EP0176013B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT85111580T ATE58385T1 (de) 1984-09-25 1985-09-13 Verfahren zur herstellung von geschaeumten polyurethanen, die mit einem anderen werkstoff verbunden oder konfektioniert worden sind.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3435070 1984-09-25
DE19843435070 DE3435070A1 (de) 1984-09-25 1984-09-25 Verfahren zur herstellung von gegebenenfalls geschaeumten polyurethanen, die mit einem anderen werkstoff verbunden oder konfektioniert worden sind

Publications (3)

Publication Number Publication Date
EP0176013A2 EP0176013A2 (de) 1986-04-02
EP0176013A3 EP0176013A3 (en) 1987-10-14
EP0176013B1 true EP0176013B1 (de) 1990-11-14

Family

ID=6246245

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85111580A Expired - Lifetime EP0176013B1 (de) 1984-09-25 1985-09-13 Verfahren zur Herstellung von geschäumten Polyurethanen, die mit einem anderen Werkstoff verbunden oder konfektioniert worden sind.

Country Status (10)

Country Link
US (1) US4644017A (no)
EP (1) EP0176013B1 (no)
JP (1) JPH0617436B2 (no)
AT (1) ATE58385T1 (no)
CA (1) CA1289018C (no)
DE (2) DE3435070A1 (no)
DK (1) DK432585A (no)
FI (1) FI853642L (no)
NO (1) NO165726C (no)
ZA (1) ZA857331B (no)

Cited By (1)

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Publication number Priority date Publication date Assignee Title
US6924321B2 (en) 2001-08-16 2005-08-02 Dow Global Technologies Inc. Polyols with autocatalytic characteristics and polyurethane products made therefrom

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ES2653151T3 (es) 2011-03-28 2018-02-06 Covestro Deutschland Ag Procedimiento para la preparación de espumas flexibles de poliuretano
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US10266635B2 (en) 2012-07-27 2019-04-23 Basf Se Polyurethane foams comprising phosphorus compounds
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US10106641B2 (en) 2013-11-27 2018-10-23 Covestro Deutschland Ag Mixtures of polyether carbonate polyols and polyether polyols for producing polyurethane soft foams
EP2881411A1 (de) 2013-12-05 2015-06-10 Bayer MaterialScience AG Verfahren zur Herstellung von viskoelastischen Polyurethanschaumstoffen auf Basis von phasenstabilen Polyolformulierungen
CN106232670A (zh) 2014-04-24 2016-12-14 科思创德国股份有限公司 基于聚醚碳酸酯多元醇的聚氨酯泡沫材料
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FI853642L (fi) 1986-03-26
DE3580556D1 (de) 1990-12-20
EP0176013A2 (de) 1986-04-02
ATE58385T1 (de) 1990-11-15
ZA857331B (en) 1986-05-28
DK432585D0 (da) 1985-09-24
FI853642A0 (fi) 1985-09-23
EP0176013A3 (en) 1987-10-14
CA1289018C (en) 1991-09-17
JPS6185431A (ja) 1986-05-01
NO853574L (no) 1986-03-26
JPH0617436B2 (ja) 1994-03-09
DE3435070A1 (de) 1986-04-03
US4644017A (en) 1987-02-17
DK432585A (da) 1986-03-26
NO165726C (no) 1991-03-27
NO165726B (no) 1990-12-17

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